TW201014862A - Polymerizable chiral compound, polymerizable liquid crystalline composition, liquid crystalline polymer, and optical isomer - Google Patents

Abstract

Disclosed are: a novel poly merizable chiral compound (a chiralizin~ agents having high helical twisting power;a polymerizable liquid crystalline compo si lion comprising the polymerizable chira: compound and a polymerizable liquid crys talline compound; a liquid crystalline poly mer; and an optical isomer. Specifically disclosed are: a polymerizable chiral corn pound represented by formula (I); a poly merizable liquid crystalline compositior comprising the polymerizable chiral corn pound and a polymerizable liquid crys talline compound; a liquid crystalline poly mer; and an optical isomer. [In the formula Y1 to Y8 indep endently rep re s ent -0 -, - O C(=O~-, -C(=O)-O-~ or the like; G1 and G2 independently represent a divalent aliphati~ group having 1 to 20 carbon atoms, or the like; Z1 and Z2 independently represent al alkenyl group having 2 to 10 carbon atoms or the like; Q1 to Q4 independently repro sent a hydrogen atom, or the like; Al to At independently represent a bivalent aromatic group A having 6 to 30 carbon atoms; X Presents convene selected from the groups consisting of the groups represented by formulae X-i to X-vi Wherein * represents a bond; and L1 to L4 independently represent an alkyl group having 1 to 4 carbon atoms, or the like); and a and b independently represent a number of O or 1.]

Description

201014862 - IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: None. 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: [Chemical 1] Work. ❹ (I) VI. Description of the invention: [Technical field of the invention] The present invention relates to a high helical torsion force A novel polymerizable chiral compound, a polymerizable liquid crystal composition containing the polymerizable palmitic compound, a polymerizable liquid crystal composition obtained by polymerizing the polymerizable liquid crystal composition, and a liquid crystal polymer as a constituent material. Optical anisotropic body. [Prior Art] A resin layer having a regularity of cholesterol (hereinafter also referred to as "cholesterol resin layer") has a characteristic of reflecting circularly polarized light in a rotating direction in accordance with a regular spiral rotation direction of cholesterol (hereinafter, this characteristic is also This is called "selective reflection characteristics"). The wavelength band exhibiting this selective reflection characteristic is determined by the regularity period of cholesterol. By widening the periodic distribution of the regularity of the cholesterol, 201014862 can widen the wavelength band of the selective reflection characteristic (hereinafter referred to as "selective reflection band"). When a circularly polarized light-separating sheet composed of a cholesteric resin layer having a selective reflection band is formed in the wavelength range of visible light, only circularly polarized light of a specific wavelength can be reflected among the incident natural light, and the residual circularly polarized light can be transmitted. This reflected light is incident on the resin layer by a reflection plate or the like which can reflect light to perform light reuse. Further, the circularly polarized light separating sheet and the quarter-wavelength plate are combined to efficiently convert natural light into linear polarized light. By aligning the direction of the linear polarization with the setting in the liquid crystal display device

In the transmission direction of an absorption type polarizer such as polyvinyl alcohol, a high-intensity liquid crystal display device D can be obtained. In order to form a cholesterol resin layer having a selective reflection band in the visible light wavelength range, various kinds of palm-shaped reagents have been studied. . For example, in Patent Document 1, a palm compound represented by (zn_YH_All_〇_c〇_o-jr-Y12)!·^ has been disclosed, wherein All is a crosslinking group and M11 is a mesogenic group. , Y11 and Y" are chemical bonds or _〇_, _s_c〇_〇_, -0-C0-, -0-C0_0_, _c〇_N(Ra)_, or -N(Ra) c〇, Γ is a y-valent pair of palmity groups, r is a hydrogen atom or n~C4 alkyl group, and b is 2 to 6, and ZU is (al) at least one of these groups is a reactive group which can participate in a polyaddition reaction. (a2) At least two substituents '(M) having a reactive group which can participate in the polyaddition reaction are limited to satisfy the condition (al) 4 (a2), a hydrogen atom or a non-reactive group. Among them, the polymerizable palmitic compound represented by the formula (Z12-Y13-A12-Y14-M12-Y15)r2xb is disclosed, A12 is a spacer, and is a mesogen 201014862 base, and γ13~γ15 is a chemical bond or -0. -, -CO-0-, -O-CO-O-, -C〇-N(Rb)-, or -N(Rb)-c〇~ ' Rb is a hydrogen atom or an n~c4 alkyl group, Xba I·2 valence of palmarity group, P is 2~6, zl2 is (a3) at least one of these groups contains isocyanate, isothiocyanate, acyl acid § , (cyclohexane), a carboxyl group, a hydroxyl group or an amine group; (b2) a residual group, a hydrogen atom or a non-reactive group. 0 In Patent Document 3, the formula (ΖΗ-γ16_[Α13]ρ_γΐ7 - π - Y18-) r4Xc a compound, A13 is a spacer, Mu is an insertion of c〇_, -C0-0-, - or -coi, and is unsubstituted or has a methoxy group by ei'(tetra) The base of the two phenylene groups substituted by ethoxy, qi, qi, m'c (10) - oxycarbonyl or C1~C20-alkylcarbonyl, Y16 ~ Y18 is direct bond, -0-, -S-, -C0-〇, _〇,..., -CO-NOM-WRo-, zu is a group capable of polymerization, and (a) is a value of 2 to 6 for the ' 〆 。. i RC denotes cic or hydrogen. In Patent Document 4, a palmitic dopant represented by the formula m(AU)r5_Y2emxd_n)r6_w is disclosed, wherein the substituents and variables represent the following meanings, A14 is; 5 A15A 1 Λ Α and Α are intervals of 1 to 30 C atom chain lengths, Y"23 is chemically bonded, +, ~ ((-((〇〇)-. -CH=CH-C( =〇)-〇- . -〇^c(=〇)_〇_ , _C(= , ,Lu C( = 〇)...一-Ο,...CH=N_ -N=ch_ or ~N = N-' M14 is a mesogenic group, pd is a p 1 日 日 日 R R is hydrogen, C1~C4-alkyl, and zl5 ^ hydrogen, decyl, polymerizable Or a group having a polymerizable group, which is a di-anhydrohexitol selected from the group consisting of di-anhydrosorbitol, di-anhydromannitol, and di-anhydrous 5 201014862 sugar alcohol (ichtol) at this time η, γ 'γ23, 0 or 1', at least one of the bases η 4 may be between phases or different. A indicates a polymerizable group or a group containing a polymerizable group. Further, the servant of the patent document 5 is not shown in the following formula (1). Fun ^ creature, with (four) material on the palm of the hand [Chemical 1]

Re-〇~c〇°·-^- where Re and rabbit p P1 d are F, C1, Br, I, CN, SCN, SF5, linear or branched carbon films below 30 Without being replaced or by F, Cl,

Br, I or CN single or guest & this π _ & substitution, not adjacent to 1 or more (^2 base is ---, -S-, -ΝΗ one, sound ... c〇_, _c〇〇, __, -_+, s CO CO s-, -CH=CH- or -CEC" and an alkyl group substituted with 〇 and/or s atoms not directly bonded to each other, < Ps-Sp-X' r is Η or carbon atom 1~4 burning, pc Α

Ps is a polymerizable base 'S is a spacer or a single bond' r is +, m, -CH2〇_, _co-, _coo_, 〇C〇〇C〇-〇_, ~C0-NRg-, -NRg ~C〇-, -〇CH2-, -CH2〇-, SCH2 CH2S-, -CH=CH-C00-, -00C_CH = CH_ or a single bond, Rg is H or an alkyl group of a carbon atom. However, many of the compounds described in these documents do not have a high-spiral twist 201014862. [Prior Art Document] [Patent Document 1] Japanese Laid-Open Patent Publication No. Hei 9-20781 (Patent Document 2) Japanese Patent Publication No. 9-31〇77 Japanese Laid-Open Patent Publication No. JP-A No. Hei. No. Hei. No. Hei. An object of the present invention is to provide a novel polymer twisting force: a polymerizable palmitic compound, a polymerizable liquid crystal composition containing the polymerizable palmitic compound, and a liquid crystal 'incorporated molecule obtained by polymerizing the polymerizable liquid crystal composition; As a result of intensive research to solve the above problems, the liquid crystal polymer as a constituent material, and the like, the specific polymerizability shown in (1) has high helical rotation force to the palm compound. (HTP) 'End to the completion of the present invention. Therefore, according to the first aspect of the present invention, it is a property of a palm compound. The first viewpoint 'provides the following (1) to (7) poly(1) polymerizable palm compound represented by the following formula (1): "匕2] 1 GltY2_A1t; Y3-A2^^A3-y4~x_Y QaQ. NN A4\f6 A6_YV2-Y8-Z2 (I) 7 201014862 [wherein, Y and Y8 are independent of each other - 廿曰 and the table is not chemically combined _〇_, _s_, _〇_C(=0)- ' ~C( =0)-〇- > Ν ^~C(=0)-0- , -NR1-C(=〇)_ Ν -C(=0)-NR1--〇-C( = 〇)-NR1- r( n. n xml -〇( = 0)-〇---NR1-C( = 〇)- This 'R1 represents a hydrogen atom or carbon number NR1-, -0-NR1-, or -NR1-.- The alkyl group of the group 6 and the group of G2 are independently a divalent aliphatic group which may have a carbon number which may have a substituent, and in the aliphatic group, _〇_, -〇-C (=〇 may be inserted. )-. -C(=〇)-〇- , -〇-C(=0)_〇_ , -Nr_C(=〇)-. c( 0) NR , —NR _ or -C(=〇)... However, _〇_ and _s_ are each adjacent to two or more, except for the case where r2 represents a hydrogen atom or a carbon number of 1 to 6, and Z1 and Z2 each independently represent a carbon number which can be substituted by a halogen atom. 2 to 10 0 alkenyl groups, Q1 Q4 each independently represent a hydrogen atom, or may have a substituent A group having a carbon number of 1 to 6 and A1 to A6 each independently represent a divalent aromatic a having a carbon number of 6 3 , and X is not a group of any of (Xi) to (X-vi) described below. 3] 201014862

Alkyl group, alkoxy group of carbon number 4, dentate atom, -C00R1, _qc: ()r3, -0C00R1, -C0NHR1, or NHCOR1 'herein' R1 represents a hydrogen atom or a carbon number of 1 to 6 , a and b are each independently 〇 or 1). (2) In the above formula (I), A1 to A6 each independently represent a phenyl group which may have a substituent, a phenyl group which may have a substituent, or a stilbene group which may have a substituent. Said polymerizable to palm compound. (2) In the above formula (I), X is the following (X-iii). 1 In the above formula (1), Z1 and Z2 are each independently CH2=CH-, CH2=C(CH3)-^CH2=C (C1)- . CH2=Cfl-CH2- ^ CH2=C(CH3)-CH2- ^ 2 CH2=C(CH3)-CH2CH2-, rrn, r> (CH3)2C=CH-CH2-, CH3-CH =CH-, 戎CH3-CH = CH-CH2-. 201014862 【化4】

(X-iii) wherein * represents a polymerizable palmitic compound as described in any one of (1) to (3). (5) In the above formula (I), Y and Y8 are each independently -C(=0)-0-, -0-C(=〇)-, or -〇-, and G1 and G2 are each independently insertable. 0_, _C(=0)-〇-, -0-C( = 0)-, -C( = 0)--(CH2)6- or -(CH〇4-, Z1 and Z2 are each independently CH2 =CH-, CH2 = C(CH3)- or CH2=C(C1)-, and A1 to A6 each independently represent a group represented by the following (Ai), (A-ii) or (A-iii), 5] 201014862

(A-i)

a subunit, a functional atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent, a cyano group,

肖基OR 〇~C(=〇)-R4 - -C(=0)-0R4 ' ~0-C(=0)-0R4 ' NR 〇) R, -C( = 〇)-N(R4) R5, or -〇-c(= 〇)-n(R4)R5, wherein R and R each independently represent an argon atom, or a carbon number which may have a substituent: m R4 and/or R5 is an alkyl group In the case of the hospital, you can insert -0-, -S_, _0_c( = 〇)_, -c( = 〇)_〇_, 0 (0) 〇, -NR6 -C( = 0)- , -C(=0)-NR6-, -nr6-, or C(0) is the case where -0- and -S- are each adjacent to 2 or more except for the case where R represents a hydrogen atom or a carbon number of 1. ～c(=〇)_〇_, 11 201014862

-0-C(=0)- 〇1 and 〇2 are each independently _((:112)6_ or _((:112)4_, Z1 and Z2 are each independently, CH2=CH_, or CH2=C ( CH3), A1 to A6 each independently represent a group represented by the following (A_i), [Chem. 6]

In the above formula, * represents a bonding hand, and Χι~Χί each independently represents a hydrogen atom, a dentate atom, an alkyl group having 1 to 1 (1) carbon atoms which may have a substituent, an aryl group, a Schottky group, and a 〇-C- =〇)-R4, _C(=〇)-〇R4, -〇_C(=〇)_〇R4, NR -c( = 〇)-R4, —c( = 〇)_n(R4)r5, or _〇_c( = 〇)_n(r4)r5, r4, R each independently represent a hydrogen atom, or an alkyl group having a carbon number of a substituent, and when R4 and/or R5 are an alkyl group, In the alkyl group, ~〇~, -S-, -0-CO0)-, -C( = 0)-0-, _0_c( = 〇)_〇一,

NR6'C(=〇)_, -C(=0)_NR6_, _,_, or _c(=〇)_, except that 0~ and -S- are adjacent to each other by 2 or more, except here. R6 represents a poly-Q-to-palm compound as described in any one of (1) to (5) which is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. (ΌIn the above formula (I), 'γ卜 Y8 is independently _c( = 〇)_〇一, 〇C ( =: 〇) one, or —〇-, G1 and G2 are each independently—(CH2) 6- or _(CH2)4_, Zl and Z2 are each independently, CH2 = CH-, 12 201014862

Each of Qi to Q4 independently represents a hydrogen atom or a methyl group, and each of A1 to A6 independently represents a group represented by the following (A-i), which is 7]

0 A halogen atom, an alkyl group having a carbon number of 1 to 1 可以 which may have a substituent, a cyano group, a nitro group, OR4, -OC(=0)-R4 or -C(=〇)-〇R4, and R4 represents a hydrogen atom. Or a carbon group having a carbon number of 1 to 10 which may have a substituent, and when R4 is a burnt group, 'insert-〇-, -S-, -〇-〇(=0)-, =, or -C〇0)- 'But the polymerizable palmitic compound described in any one of (1) to (6) except that -〇- and -S- are adjacent to each other by 2 or more. According to a second aspect of the present invention, there is provided a polymerizable liquid crystal composition of the following (8). (8) A polymerizable liquid crystal composition containing the polymerizable palmitic compound and the polymerizable liquid crystal compound according to any one of the above (1) to (7). According to a third aspect of the present invention, there is provided a liquid crystalline polymer obtained by polymerizing the polymerizable liquid crystal composition of the above (8), wherein the liquid crystalline polymer (9) of the above (9) is polymerized. According to a fourth aspect of the present invention, there is provided an optical anisotropic body of the following (1). The liquid crystal polymer according to the above (9) is an optical anisotropic body as a constituent material. Advantageous Effects of Invention According to the present invention, a novel polymerizable property of a high helical twisting force can be provided, and the polymerizable liquid crystal composition of the palm compound is polymerized with the polymerizable liquid crystal composition of the palmitic compound. A liquid crystalline polymer and an optical anisotropic body using the liquid crystalline polymer as a constituent material. [Embodiment] Hereinafter, 1) a polymerizable palmitic compound, 2) a polymerizable liquid crystal composition, 3) a liquid crystalline polymer, and 4) an optical anisotropic body of the present invention will be described in detail. 1) Polymerizable palmitic compound The polymerizable palmitic compound of the present invention is a compound represented by the above formula (1). In the formula (I), each of the two groups independently represents a chemical single bond _〇一, -S-' -〇-C(=〇)-. -C( = 0)-0-' -〇-C( = 〇)-〇-^ -NR]-C(=〇)-, -COOj-NR1-,-0-C( = 0)-NRl—, _NRLC( = 〇)_〇_ NRl_c(=〇) _ NR1-, -0-NR1-, or -Nf-O-. Among them, preferably -0-, -0-C (= 0) - and _c (=0)-0-. R represents a hydrogen atom, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a second butyl group, a tert-butyl group, a n-pentyl group, an isopentyl group, a neodecyl group, a hexyl group. An alkyl group having a carbon number of 6 or the like. In particular, R1 is preferably a hydrogen atom or a methyl group. 14 201014862 • G1 and G2 each independently represent a divalent aliphatic group having a carbon number of 20 which may have a substituent, and preferably a divalent aliphatic group having a carbon number of 1 to 2 which may have a substituent. Examples of the divalent aliphatic group having 1 to 20 carbon atoms of G1 and G2 include a chain aliphatic group and a divalent aliphatic group having an alicyclic structure and having 1 to 2 carbon atoms. Among them, a chain aliphatic group such as aikylene having a carbon number of 20 and an alkenylene having a carbon number of 2 to 10 is preferable from the viewpoint of exhibiting a desired effect of the present invention. More preferably, it is methylene, ethylene, trimethylene, pr〇pyiene, tetramethylene, pentamethylene (pen1: Amethylene), hexamethylene. An alkenyl group of carbon number 12 such as octamethylene, more preferably tetramethylene [_(CH2)4_], and hexamethylene [-(CH〇6-]. G1 and G2 Examples of the substituent of the aliphatic group include a halogen atom such as a fluorine atom, a gas atom, a bromine atom or an iodine atom; a methoxy group, an ethoxy group, a n-propoxy group, an isopropoxy group, a n-butoxy group, and a second group; Alkoxy group having a carbon number such as a butoxy group, a third butoxy group, a n-pentyloxy group or a n-hexyloxy group, etc. Among them, a fluorine atom, a methyl oxygen or an ethoxy group is preferred. Among the above aliphatic groups, You can insert -0-, ~s-, u(= 〇)... _C(=0) +, _0_c( = 0) such as -nr2_c( = 〇)-, _C (four) divination, Cao- or _ to =0 ) except that _〇_ and _s_ are inserted adjacent to each other by 2 or more. Among them, -〇-, _〇_cc(= 〇) 〇 and -c(=o)- are preferred. 15 201014862 Here, R2 represents the same hydrogen atom or an alkyl group having a carbon number of i to 6 as the above R1. R is preferably a hydrogen atom or a methyl group. Specific examples of the aliphatic group to which these groups are inserted include -ch2-ch2~〇-ch2-ch2-^-ch2-ch2-s-ch2-ch2-^-ch2-ch2-o-C(=0)-CH2 -CH2-' -CH2-CH2-C( = 0)~〇-ch2-> -CH2-0-C(=0)-0- ch2-ch2-> -CH2-CH2-NR2-C(= 0) -CH2-CH2-. -CH2-CH2-C(=0)-NR-CH2-, -CH2-NR2-CH2-CH2-, -CH2-C(=〇)-CH2- and the like. Each of zi and Z2 independently represents an alkenyl group having 2 to 10 carbon atoms which may be substituted by a perion atom. The alkenyl group having a carbon number of 2 to 1 Å, which may be substituted by a halogen atom, of g Z1 and Z2 is preferably an alkenyl group having 2 to 6 carbon atoms. Further, the dentate atom of the substituent may, for example, be a fluorine atom, a gas atom or a bromine atom, and a gas atom is preferred. Specific examples of the alkenyl group having 2 to 1 carbon atoms of Z1 and Z2 which may be substituted by a halogen atom include CH2=CH_, CH2=C(CH3)_, CH2=CH CH2_, CH3_CH=CH-, CH2=CH. -CH2-CH2-, CH2=C(CH3)-CH2-CH2-, (CH3)2C = ch-ch2-, (CH3)2C=CH_CH2__CH2_, CH2=c(c1)_, CH2=c(CH3)_ Ch2-, ch3-ch=ch-ch2-#, etc. Among them, from the viewpoint of exhibiting the desired effect of the present invention more favorably, CH2 = CH-, CH2 = C(CH3)-, CH2=C(C1)-, ch2=ch_CH2-, CH2 are preferred. = C(CH3)-CH2... or CH2 = C(CH3)-CH2-CH2-, more preferably CH2 = CH-, CH2=C(CH3)-, or CH2=C(C1)_, and more preferably CH2 = CH one.

Each of Qi Q4 independently represents a hydrogen atom; or an alkyl group having the same carbon number as the above ri which may have a substituent. Among them, it is preferred that each of the independent tables 16 201014862 represents a hydrogen atom or a methyl group, and more preferably each independently represents a hydrogen atom. A1 to A6 each independently represent a carbon number of 6 to 3 〇. The above-mentioned divalent aromatic group may be exemplified by a package of #壬p, a monocyclic aromatic hydrocarbon having one benzene ring (benzene, sputum, scorpion, scorpion, etc.) a divalent hydrocarbon group having a hydrocarbon group and a polycyclic aromatic hydrocarbon (naphthalene, biphenyl, terphenyl, etc.) having two or more, usually 2 to 4, benzene rings. Wherein 'A1 to A6 are preferably each independently * a phenyl group which may not have a substituent 0; a coupling group which may have a substituent; or a naphthyl group which may have a substituent, It is preferably a group represented by the following (Ai), (A. 2-11) or (A-i11) and more preferably a group represented by (Ai). 【化8】

(Ai) (A-ii) In the above formula, * indicates that the bonding hands 'X1 to Xl8' each independently represent a gas atom, a ii atom, a carbon number which may have a substituent, and a gas group, Nitro, OR4, -0-c(=0)_r4, _C(=0)_0R4, _〇c(=〇)_〇r4, -nr5-c(=o)~R4, _c(=〇) n (r4) r5, or _〇_c(=〇)-n(r4)r5. Here, R and r5 each independently represent a hydrogen atom; or an alkyl group having 1 to 1 Å carbon atoms which may have a substituent. Examples of the substituent group having a carbon number of 1 to 1 RR having a substituent include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, a second butyl isobutyl group, a third butyl group, and a positive group. The pentyl group, the n-hexyl group, the n-heptyl group, the n-octyl-n-decyl group, the fluorenyl group and the like are preferably an anthracenyl group, an ethyl group, a n-propyl group and an isopropyl group. The substituent 3 of the above-mentioned alkyl group having a carbon number which may have a substituent includes a (iv) atom such as a fluorine atom, a gas atom, a desert atom or an iodine atom; "oxy"oxy-n-propoxy group, isopropoxy a further oxy group such as a butyl group, a n-butoxy group, a second oxy group, a second butyloxy group, a n-pentyloxy group or a n-hexyloxy group, etc. Further, when it can be inserted, -NR6-C (= 〇)-, R4 and/or R5 is an alkyl group, and in the alkyl group, -S 〇-C( = 0)---C( = 〇)-〇---0-c( = 〇 ) -〇-, ~C( = 0)-NR6-, -NR6- nC(=〇)_. Except that 疋 and -S- are adjacent to each other by 2 or more. In this case, 'K6 means 氲 atom or The above-mentioned carbon number of the same R1 is not the above (X-(li)~(X-iii)' is more preferably (x_iU, formula (xi)~α-vi), and * means a bonding hand. The carbon number of 1 to 4, such as a methyl group or an ethyl group, is an alkoxy group having a carbon number of 4 such as a hydroxyl group or an ethoxy group; and a hydroxyl atom such as a fluorine atom, a gas atom or a desert atom; ;-C00R3 ; -〇c〇R3 ; -0C00R3 ; -C0NHR3 ; or NHC0R3. Here, R3 represents a hydrogen atom or the same as above R1. The alkyl groups 0 a and b of the number 6 independently represent 〇 or i'. From the viewpoint of ease of synthesis, both 'a and b are preferably simultaneously 〇 or 1, and from the viewpoint of the helical torsion force Preferably, both of 3 and b are simultaneously j. The polymerizable palmitic compound of the present invention is preferably the following U), more preferably (cold), more preferably (γ). (α) In (I), ν Y1 Υ8 are each independently _c( = 〇)_〇一, _〇-C(=〇)-, or -〇_, G1 and G2 are each independently - 〇-C(C =0)- > 1 ϋ)~0' '~—(CH2)6- or -(CH2)4-, Ζ1 and Ζ2 夂Separately CH2 = CH~, Γϊΐ~ and Ζ2 are independent of Shangchuan ( CH3)_ or CH,-,A1~A6 are each independently a combination of any of the groups represented by (Ay), (A. _ object.) or (A_:U1) to the above formula (1) - 0-C(= 0)_, or _〇~, each independently -c(=〇)_〇_ G1 and G2 each want to be six independent from each other as CH2=CH_hK(5) "or,.'21 and 22) The grouping of the group: \CH2=WH3)" A1~A6 are each independently (T, tb -〇-c(=〇)-, or _〇~,, n~Y8 are independent -c(=〇)-0_, 19 201014862 G1 and G2 are each independently -(CH2)6_ or _(CH2)4_, ζι and μ are each independently CHfCH-, and Ql and Q2 are each independently a hydrogen atom or a methyl group. A1 A6 is each independently a compound of the group represented by (A_j). (2) Polymerization of the palm compound The polymerizable palmitic compound of the present invention can be formed, -Hong-NH-C(=0)->-C(=〇)-NH-, -NH- C( = 0)-NH- ^ -〇-〇( = 〇)_ ,

a conventional method of chemical combination of any of -C〇0)-0- (for example, Sandler. karo functional organic compound synthesis method [〗], [丨I] Hirokawa Bookstore, 1976 issue reference) Made by combination. The polymerizable palmitic compound of the present invention can be typically combined by any combination of ether (-0-), ester binding (_c(= 〇)_〇-), guanamine combination "(four) two, and qi acid (- The formation reaction of C0C1), with appropriate combination, is modified to produce a plurality of conventional compounds having a desired structure. The formation of the ether bond can be carried out, for example, in the following manner.

(1) A compound represented by the formula: D: ha1 (hal represents a dentate atom): D2-〇Met- (Met represents a metal test, (mainly sodium), and the same compounds shown below are mixed and condensed. In the formula, Di卩 and Μ represent an arbitrary organic hydrazine (the same applies hereinafter.) This reaction is generally called Wi 11 iamson synthesis. (1)) In the presence of a sodium hydroxide or a hydroxide base, The compound represented by the formula D1-(5) is mixed with the compound represented by the formula to condense oxime (111) in the presence of a salt group such as sodium hydroxide or hydrogen hydroxide, and the formula E (E represents an epoxy group) The compound shown is condensed by mixing with the compound of formula: D2_QH, 20 201014862 - compound. (iv) a compound represented by the formula: D1-0FN (0FN represents a group having an unsaturated bond) and a compound represented by the formula: D2-OMet in the presence of a salt group such as sodium hydroxide or calcium hydroxide The addition reaction is carried out by mixing. (v) A compound represented by the formula: Dl-hal is condensed by mixing with a compound represented by the formula: D2-0Met in the presence of copper or vaporized cuprous. This reaction is commonly referred to as the U1 lmann condensation. The formation of ester bonding and guanamine binding can be carried out, for example, in the following manner. β (vi) Dehydration condensation of a compound of the formula: D1-C00H with a compound of D2-0H or D2-NH2 in the presence of a dehydrating condensing agent (Ν-Ν, dicyclohexylcarbodiimide). (vii) obtaining a compound represented by D-C0-hal by causing a halogenating agent to act on a compound of the formula: d: C00H, and bringing the compound to the formula: D2-0H or D2-NH2 in the presence of a salt group The compound shown is reacted. (viii) A compound represented by the formula: D2-0H or D2_NH2 is reacted in the compound by reacting an acid anhydride with a compound represented by the formula: di_c〇OH to obtain a mixed acid anhydride. (ix) Dehydration condensation of a compound represented by the formula: -C00H with a compound represented by the formula: D2-0H or D2_NH2 in the presence of an acid catalyst or a salt-based catalyst, for example, the following may be used. The manner described is carried out. (X) A compound of the formula: Dl_c〇〇H is allowed to act on phosphorus trioxide or phosphorus pentaoxide. (xi) The gasification sub-grinding is applied to a compound of the formula: IU-C00H. 21 201014862 (xii) The herbaceous gas is applied to the compound of the formula: M_C〇〇H. (xiii) The gas is allowed to act on a compound represented by the formula: Dl-C00Ag (Ag: silver element). (xiv) A solution of red oxidized mercury in a carbonized carbon solution is applied to a compound of the formula: D1 - C00H. Further, in the process of the polymerizable palmitic compound of the present invention (particularly, in the case of producing a polymerizable palmitic compound having an asymmetric structure), it is also possible to facilitate the synthesis by protecting the hydroxyl group present in the intermediate. And increase the yield. A method of protecting a hydroxyl group can be carried out by a conventional method (for example, reference

Greene s Protective Groups in Organic Synthesis, 3rd edition, published by Wiley-Interscience, issued in 1999. The protection of the hydroxyl group can be carried out, for example, in the following manner. (xv) a compound represented by the formula D1D2D3-Si-hal is mixed with a compound represented by the formula D4: _〇H in the presence of a salt group such as imidazole or pyridine, and is represented by 'D3, D4' in the opposite mm. Any organic group b (the same applies hereinafter). (XV1) In the presence of an acid such as p-toluenesulfonic acid, pyridine p-toluenesulfonate or hydrogenated hydrogen, 3,4-hydrogen-211-" The ethyl group is shouted and reacted with a compound represented by |) 2_〇11. (xvh) In the presence of a salt group such as triethylamine or pyridine, the formula: D1_C(=0)-hal is shown. The compound is reacted with a compound of the formula: ", and is mixed. (5) (1) Let formula: = - D2 (tetra) acid anhydrate 201014862 • Mix with a compound of the formula: D3-〇H, or react with sodium hydroxide And reacting in the presence of a salt group such as triethylamine, etc. (xix) a compound represented by the formula: Dl-hal and (10)-卯 in the presence of a salt group such as sodium hydroxide or triethylamine The compound shown is mixed and reacted. (XX) A compound represented by the formula: m-o-CH2-hal is reacted with D2 〇H in the presence of a salt group of sodium hydride, sodium hydroxide, triethylamine, pyridine or the like. Shown Mixing the reaction of a compound ® (xxi) salt of formula in the presence of calcium carbonate, such as sodium hydroxide:

The compound represented by Dl-0-CH2(=0)-hal is reacted with a compound represented by D2_〇Hm to react. (XX 11) A compound represented by the formula: di-o-cim=o)-hai is mixed with a compound represented by D2_〇H* in the presence of a salt group such as diethylamine or pyridine. Deprotection can be carried out by a conventional method according to the structure and type of the protecting group. (xxiii) Mixing fluoride ions such as tetrabutylammonium fluoride to deprotect. (XXIV) Deprotection by mixing in the presence of p-toluenesulfonic acid, "bispyridinium sulfonate, hydrogenated hydrogen, acetic acid, etc.". (XXV) Deprotection by mixing in the presence of a sodium salt such as sodium hydride, sodium hydroxide, calcium hydroxide, sodium carbonate, calcium carbonate-ethylamine or 11 bite. (xxvi) Deprotection by the addition of hydrogen in the presence of a catalyst such as Pd-C. The polymerizable palmitic compound of the present invention, for example, can be specifically obtained by the following method: [2010] Q2—C—A3—Y4—X—Y5-A4—C—〇3 Ο (2) Ο

Tl·/ 1)NH2NH2 2)Tl-A2-C(=〇XJ! +T2-A5-C(=0)Q4

Pi 〇2 A3—Y4-

N—N x—Y5—A4—^A5-T2 N—N (3) Y3—A1-Y2^G1-Y Bu Z1 (4a) + Y6′-(—A6—Y7)jG2—Y8—Z2 ( 4b) % Z1-Y1-G1"(~Y2-At)-Y3—A2~·^1 Ten A6-Y7&G2-Y8-Z2

(D In the above formula, A1 to A6, X, Y1 to Y8, Qi to Q4, G1, G2, Z1, Z2, a, and b have the same meanings as described above. Further, π is a reaction with Y3' to generate Y3. a group, and T2 represents a group which reacts with Y6 to form Y6. For example, '1:1, 1'2 is a hydroxyl group (〇1〇'¥3', and ¥6' is a carboxyl group ((;〇〇 In the case of 11), ΤΙ and T2 are respectively reacted with Y3, and Y6, and Y3[-C(=〇)-〇-] and Y6[_〇_c(=〇)_] are respectively generated. The hydrazine (or hydrazine 1 hydrate) is reacted with the compound represented by the formula (2), and the formula (4)) T2 ru c (the chemical reaction shown in the butterfly 4 is obtained) to obtain the formula (3). After the intermediate (step... by means of the substance), the compound which is not reacted with the compound to the object of the formula (the compound of the present invention is not the compound of the present invention) (Step 2) Step 1 can be carried out in an appropriate organic solvent. 24 201014862 Organic solvents which can be used include alcohols such as methanol, ethanol, alcohol, n-butanol, and the like. , ": 趟, tetrahydro hydrazine, 1,2' ethylene glycol, An ether solvent such as monooxane; an ester such as ethyl acetate or methyl propionate; a flocculating m-acrylic sa-neck preparation medium; an aromatic hydrocarbon-based solvent such as benzoyl or xylene; n-pentane正,------------------------------------------------------------------------------------------------------------------------ π , a sulfur-containing yellow solvent such as a sulfoxide or a cyclopentane; and a mixed solvent composed of two or more of these; and: in the first step, 'relative to the formula (2) For the compound, the amount of hydrazine is usually 2 to 10 times the molar amount. Relative to the compound of the formula (2), T9 a1! rr-n^ioyi Formula.1 A2-c(=〇)qi and T2- The compound shown in A5-C(-0)Q4 is the same as the compound shown in the following table. The amount of the compound is usually 〇.5~5 times of the molar type, n_A is the compound shown by the coffee and T2-A5- It is also possible to use C(=0)Q4 for the same person. The reaction of the disaster with the step 1 is carried out smoothly in Duwei. c~ The use of the solvent of the Buddha's point Temperature range reaction time is based on the number of bucculations ', the scale k' is usually, however, several minutes up to the above, and a reaction liquid containing the compound represented by the formula (3) can be obtained. In the present invention, it can be isolated from the reaction liquid. Ί3) The compound to be dried, and the compound of the isolated formula (the following step 2 can be provided, or the compound of the formula (3) secret _ u is not directly isolated) will contain the formula (3) 25 201014862 The reaction solution of the indicated compound is provided in step 2. The compound represented by the formula (3) can also be produced. According to the method of M, [10] Q2-C~A3-Y4-x_Y5_a4_c_Q3 Ο

ο II (2) 1) T1-yi

(Sa) n-NH2 yQi Q2 ~~' --- T1 2) v /)A5-T2

H2N-N

"卜丫4-^ 〇j (3) N~~N

A5-T2 (5b) % (where AH5, Y4, Y5, Ql~Q4, Tl, the same meaning). In other words, the compound represented by the formula (5a) and the compound represented by the formula are sequentially reacted with the compound represented by the formula (2), and a compound. The compound represented by the formulas (5a) and (5b) shown in the formula (3) can be respectively obtained by the formula rttc〇(=0)Ql^T2'A5'C(=0)Q4^^^ ^^^ ^ Next, by reacting the compound represented by the formula Ua) and the compound represented by the formula (4b) with the compound, the compound represented by the objective <8 can be obtained (polymerization of the present invention) Compound) (Step 2). σ The preferred compound of the compound represented by the formula (4a) and the compound of the formula (4a) is exemplified by the following compound. The present invention is not limited to these. 26 201014862 [Chemical 11] Ο 〇 η II π

H2〇—C—~C—ο—fcH2)-0—C—(ch2-}-COOH P n

Η#』—C—O—fcH 七—义——COOH (wherein p and q each independently represent an integer from 1 to 6.) Step 2 can be carried out in a suitable organic solvent.有机 The organic solvent to be used may be the same solvent as that which can be used in the step 1. In the step 2, the compound represented by the formula (4a) and the formula (4b) is usually used in an amount of 3 times that of the compound represented by the formula (3), and is represented by the formula (4a). The compound represented by the formula (4b) and the compound represented by the formula (4b) may be the same or different amounts. % The reaction in step 2 is carried out smoothly at a temperature range of -1 (rc~ the boiling point of the solvent used. The reaction time is usually several minutes to several hours depending on the scale of the reaction. After the completion of the reaction, the organic synthesis chemistry is usually carried out. The treatment operation can be isolated by the conventional separation and purification methods such as column chromatography, recrystallization, and distillation, as needed. The structure of the target can be obtained by TM spectrum and IR spectrum. It is determined by measurement of mass spectrum, elemental analysis, etc. 27 201014862 The original formula is manufactured. The compound shown by formula (2) can be obtained by the following formula: [12] Y4'·-Y5' (6) + Q2 —c—A3—T3 Ο (7) 〇3_C—A4—T4 II 〇(8)

(In the above formula, A3, A4, X, Y4, Y5, Q2, and Q3 have the same meanings as above. Further, T3 represents a group which reacts with Y4 to form 丫4, and 4 represents a reaction with Y5. And the group of Y5 is generated). By reacting a compound represented by the formula (6) which is a palm group with a compound of the formula (7) and a compound represented by the formula (8), a formula of the form M a « can be obtained. (2) A compound shown. Preferable specific examples of the compound represented by the formula (6) include the following ones. Of course, the invention is not limited to these compounds. [化13] A 28 201014862

OH

(wherein, LrL4 represents the same meaning as described above). Further, preferred examples of the compound represented by the formula (7) and the formula (8) include the compounds shown below. Of course, the invention is not limited to these compounds. 【化14】

29 201014862

(wherein, the same meaning as above is indicated, and q is 卩3 or ^). Most of these compounds are conventional materials and can be produced by a conventional method. 2) Polymerizable liquid crystal composition The polymerizable liquid crystal composition of the present invention contains at least one of the polymerizable palmitic compound of the present invention and at least one of the polymerizable liquid crystal compounds. The polymerizable liquid crystal compound constituting the polymerizable liquid crystal composition of the present invention is obtained by mixing a polymerizable palmitic compound of the present invention to reveal a cholesterol phase. Specific examples of the polymerizable liquid crystal compound to be used in the composition of the present invention are disclosed in Japanese Laid-Open Patent Publication No. Hei. No. 2005-263789. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. 057 896, the compounds described in Japanese Patent Application No. 2008-92093, and the Japanese Patent Application No. 2008-170835. The composition of the present invention contains one or more of the above-mentioned polymerizable liquid crystal compounds as an essential component. In the polymerizable liquid crystal composition of the present invention, the mixing ratio of the polymerizable property to the palm compound is usually 〇. 重量重量, preferably 〇·5 to 10 by weight based on 100 parts by weight of the polymerizable liquid crystal compound. Department, better for Bu 8 weight. From the viewpoint of carrying out the polymerization reaction more efficiently, it is preferred to incorporate a polymerization initiator in the polymerizable liquid crystal composition of the present invention.

The polymerization initiator to be used is appropriately selected and used depending on the kind of the polymerizable group which the polymerizable liquid crystal compound to be used. For example, if the polymerizable group is a free & polymeric oxime, an cation-aggregating & group, and a cathodically polymerizable group, it is preferred to use a radical polymerization initiator, a cationic polymerization initiator, and a cathode, respectively. Sub-polymerization initiator. The radical polymerization initiator may be any one of a thermal radical generator and a photoradical generator, but a photoradical initiator is preferably used. The photoradical initiator can be exemplified by a fragrant incense, a benzoin methyl ether, a benzoin-like bond, and the like; phenethyl _, 2,2-dimethoxy-2-styl acetophenone, 2,2-di Ethoxy-2-phenylphenethylamine, U1_dioxaacetophenone, dipyridylcyclohexylamino-[2-indenyl-bu [4-monomethylthio)phenyl]_2 Acetophenone 83⁄4, NW 'm, acetophenone, etc.; acetophenone; 2-methylindole, b 31 201014862 gas brewing and 2-pentyl onion brewing; 2 , 4-dimethylthiazinone, 2,4-diethylthiazepine, 2-thiazepine net, thiazepine such as 2,4-diisopropylthiaxanone; stupid Ketal dimethyl condensate and ketal such as benzyl dimethyl ketal, diphenyl ketone, decyl diphenyl hydrazine, 4, 4 - dioxa diphenyl ketone, 4, 4- bis diethylamine a diphenyl ketone such as bisphenyl ketone, michelone or 4-benzyl-4-methyldiphenyl sulfoxide; 2,4,6-trimethylbenzyldiphenylphosphine oxide or the like. Specific examples of the photoradical polymerization initiator include, for example, a product name: Irgacure 907, trade name: Irgacurel 84 'trade name: ilgacure 369, Q product name: Irgacure 651, manufactured by Ciba Specialty Chemicals Co., Ltd., and the like. The anionic polymerization initiator may, for example, be a monolithium salt or a monosodium salt such as an alkyllithium compound, biphenyl, naphthalene or anthracene; or a polyfunctional initiator such as a dilithium salt or a trilithium salt. Further, the cationic polymerization initiator may, for example, be a protonic acid such as sulfuric acid, a disc acid, a peroxyacid or a trifluoromethanesulfonic acid; or a boron trifluoride, aluminum chloride or tetragas;

A series of Lewis acid, such as Huachin, Siqihua, etc.; aromatic rust salt or a combination of aromatic iron salts and reducing agents. These polymerization initiators may be used singly or in combination of two or more. In the polymerizable liquid crystal composition of the present invention, the mixing ratio of the polymerization initiator to the weight portion of the polymerizable liquid crystal compound is usually from 0 to 1 to 30 parts by weight of the polymerization initiator, preferably 〇· 5~1〇 weight. In addition, when (co)polymerization of the above-mentioned polymerizable liquid crystal compound and other copolymerizable monomers to be used, etc., may be carried out as needed, the functional properties such as the oxidation inhibitor may be stored in the ultraviolet absorber or the infrared absorption. Compound. In order to adjust the surface tension, it is preferable to mix a surfactant in the polymerizable liquid crystal composition of the present invention. The surfactant is not particularly limited, and is usually preferably a nonionic surfactant. For the nonionic surfactant, for example, a nonionic surfactant such as an oligomer having a molecular weight of several thousands can be used, for example, KH-40 manufactured by Seimi Chemical Co., Ltd., and the like. 1〜2重量部。 In the U polymerizable liquid crystal composition of the polymerizable liquid crystal compound 1 〇〇 ϋ ' ' ' ' 界面 ' ' ' ' ' ' ' 界面 界面 0.01 0.01 0.01 0.01 0.01 When the t-type liquid crystal composition of the present invention is used for a material of a polarizing film or an alignment film, or a printing ink, a paint, a protective film, or the like, in addition to the above components, other substances described later may be blended depending on the purpose. Octagonal monomer, metal, metal complex, dye, pigment, fluorescent material, spheroidal material, leveling agent, rheological agent, condensed knee (4), polysaccharide, purple ^ external absorbent, infrared absorbing agent Other additives such as antioxidants, ion exchange resins, and metal oxides such as titanium oxide. In the polymerizable liquid crystal composition of the present invention, the blending ratio of the other additives to the weight portion of the polymerizable liquid crystal compound is usually 0 to 20 parts by weight. The polymerizable liquid crystal composition of the present invention can be usually dissolved in a predetermined amount by a polymerizable liquid crystal compound, a polymerizable palmitic compound of the present invention, a photopolymerization initiator, a nonionic surfactant, and other additives as desired. Modulated in a suitable organic solvent. The organic solvent to be used may, for example, be a ketone such as cyclopentanone, cyclohexanone or methyl ethyl ketone 33 201014862; an acetate such as butyl acetate or amyl acetate; or a halogenated product such as chloroform, dioxane or Yiqi. Hydrocarbons; ethers such as i, 2, dimethoxyethane, 1,4-dioxane, cyclopentyl methyl ether, tetrahydrofuran, tetraterpene pyran and the like. The polymerizable liquid crystal composition obtained as described above can be suitably used as a raw material for producing a cholesteric liquid crystal layer or a cholesteric liquid crystalline polymer as described later. 3) Liquid crystalline polymer The liquid crystalline polymer of the present invention is a polymer obtained by (co)polymerizing the polymerizable liquid crystal composition of the present invention. Here, "(co)polymerization" means a generalized chemical reaction including a (co)crosslinking reaction in addition to a general (co)polymerization reaction. The liquid crystalline polymer of the present invention can be easily obtained by (co)polymerizing the polymerizable liquid crystal composition of the present invention in the presence of a polymerization initiator. The obtained liquid crystalline polymer is a cholesteric liquid crystalline polymer. From the viewpoint of carrying out the (co)polymerization reaction more efficiently, in the present invention, it is preferred to use a polymerization initiator as described above, particularly a photopolymerization initiator. Hereinafter, the aspect in which the above polymerizable liquid crystal composition is used will be described. Specifically, the polymerizable liquid crystal composition of the present invention is applied to a selective body having an alignment function obtained by a method of the above-described alignment treatment, and is uniformly aligned in a state in which cholesterol is maintained, and is polymerized. The liquid crystalline polymer of the present invention is obtained. The support used may be a substrate of a conventional material, whether organic or inorganic. The material of the substrate may, for example, be a polycycloolefin (for example, ΖΕ0ΝΕΧ, ZE0Z0R (registered trademark; manufactured by Nippon Paint Co., Ltd.), 34 201014862 ART0N (registered trademark; manufactured by JSR Corporation), and APEL (registered trademark; manufactured by Mitsui Chemicals Co., Ltd.), For stearic acid ethylene glycol ester, polycarboxylate, polyimide, polyamine, decyl acrylate, polystyrene, polyethylene, polytetrafluoroethylene, cellulose, triacetate , polyether oxime, bismuth, glass, calcite, etc. The shape of the substrate may have a curved surface in addition to the flat plate. These substrates may have an electrode layer, a reflection preventing function, and a reflecting function as needed. Among the above methods, in order to form a uniform alignment state, a polyimide film having a pretilt angle imparted to a general twisted nematic (TN) element or a super twisted nematic (STN) element can be easily used. Control of the alignment state of the compound. Usually, when the liquid crystal compound is brought into contact with a support having an alignment function, the liquid crystal compound is aligned on the surface of the support along the direction of the alignment treatment support. The liquid crystal compound is highly affected by the alignment treatment to the surface of the support, whether it is aligned horizontally with the surface of the support or obliquely or vertically. For example, when an alignment film having a small pretilt angle such as a liquid crystal display element of a horizontal switching (Ips) type is provided on a support, a polymerizable liquid crystal layer which is almost horizontally aligned can be obtained. Further, if an alignment film for a TN type liquid crystal display element is provided on a support, a polymerizable liquid crystal layer which is only slightly tilted obliquely can be obtained, and if it is provided on a support for use in an STN type liquid crystal display element or the like In the case of the alignment film, a polymerizable liquid crystal layer having a large alignment tilt can be obtained. When the polymerizable liquid crystal composition of the present invention is brought into contact with a support having a pretilt angle of 35 201014862 horizontal alignment function, an optical non-equal can be obtained which is inclined or uniformly changed from the surface of the support body to the vicinity of the air interface. To the body. In addition, a method of irradiating polarized light or non-polarizing light is used for an organic thin film having a functional group having a functional group of intramolecular photosecondization reaction and an organic thin film having an anisotropic functional group (hereinafter referred to as "photoalignment film") ("optical alignment method" In addition, a substrate in which a pattern and a different alignment direction region are distributed may be produced. First, light having a wavelength of an absorption band having a photo-alignment film is irradiated onto a support provided with a photo-alignment film to prepare a support structure in which a uniform alignment can be obtained. Thereafter, the support is covered with a mask, and light of a state different from the first wavelength of the absorption wavelength having the light distribution is irradiated from the mask, for example, light having a different polarization state or light having an irradiation angle and a direction is obtained only in the light. The irradiated portion has a different alignment function from the portion obtained by the first irradiation. When the polymerizable liquid crystal composition is brought into contact with the support body having the pattern-distributed regions in which the alignment functions are different as described above, the regions having different pattern alignment directions can be distributed depending on the alignment function of the support. When polymerization is carried out by light irradiation in this state, two molecules having liquid crystallinity having an alignment pattern can be obtained. In particular, when a support having a slightly horizontal alignment function in a pattern having a different alignment direction is used as a support, a liquid crystalline polymer film which is particularly suitable for a retardation film can be obtained. Further, as a method of obtaining an alignment pattern, a method of rubbing an alignment film by a stylus of an AFM (atomic force microscope), a method of etching an optical anisotropic method, or the like without using a photo-alignment film may be employed, but a method using a photo-alignment film is simple. , 36 201014862 So it is better. The method of applying the polymerizable liquid crystal composition of the present invention to a support may be, for example, wire bar coating, spin coating, roller coating, gravure coating, spray coating, slit coating, or cap coating. A conventional coating method such as a dipping method. In this case, a conventional organic solvent may be added to the polymerizable liquid crystal composition of the present invention in order to improve the coating property. In this case, after the polymerizable liquid crystal composition of the present invention is applied onto a support, it is preferred to remove the organic solvent by natural drying, heating and drying, drying under reduced pressure, heating under reduced pressure, and the like. After the application, it is preferred that the liquid crystal compound in the polymerizable liquid crystal composition of the present invention is uniformly aligned in a state of maintaining the cholesterol phase. Specifically, the alignment treatment can be further promoted by performing heat treatment for promoting the alignment of the liquid crystal. The heat treatment temperature is usually 50 to 15 (rc, preferably 7 to 14 Torr, and the heat treatment time is usually 〇 5 to 15 minutes, preferably 2 to 10 minutes. The heat treatment method is preferably, for example, After applying the polymerizable liquid crystal composition of the present invention to the support, the liquid crystal composition is heated to a c (solid phase)_N (column phase) transfer temperature (hereinafter referred to as "CN transfer temperature") or higher to cause the polymerization. The liquid crystal composition becomes a liquid crystal phase or an iso-phase liquid state. Thereafter, it is slowly cooled as needed to reveal a cholesterol phase. At this time, the temperature at which the liquid phase b一 phase is maintained is made 'the liquid crystal phase block (d〇 Ma in) is sufficiently grown to be better in the early block. Further, after the polymerizable liquid crystal composition of the present invention is applied onto the support, heat treatment may be applied to visualize the polymerizable liquid crystal of the present invention. In the temperature range of the cholesterol phase of the composition, the temperature is maintained for a fixed period of time. When the heating temperature is too high, the polycondensation of the polymerizable liquid crystal composition may be deteriorated by the reaction. In addition, when excessively cooled, it may cause Polymeric liquid The crystal composition is phase-separated and crystallized to form a high-order liquid crystal phase such as a smectic phase, which makes it impossible to perform the alignment treatment. The heat treatment as described above can be produced by a simple coating method. A homogeneous liquid crystalline polymer film having a small amount of alignment defects. Further, after performing the homogeneous alignment treatment as described above, it is cooled until a temperature at which the liquid crystal phase does not cause phase separation, that is, a supercooled state, and In the state in which the liquid crystal phase is aligned, a liquid crystal polymer having a high alignment order and good transparency can be obtained. A method of polymerizing the polymerizable liquid crystal composition includes a method of irradiating an active energy ray, and a thermal polymerization method. However, it is preferable to irradiate the active energy ray after the reaction at room temperature without heating, and in particular, since it is easy to handle, it is preferable to irradiate light such as ultraviolet ray. The irradiation temperature is such that the polymerizable liquid crystal composition can be maintained. The temperature of the liquid crystal phase is preferably as low as 30 t or less in order to avoid thermal polymerization of the polymerizable liquid crystal compound or the polymerizable liquid crystal composition. Further, the polymerizable liquid crystal compound and the polymerizable liquid crystal composition usually have a transfer temperature from the d (nematic phase)-1 (isotropic liquid phase) from the d transfer temperature during the temperature rise (hereinafter, simply referred to as "N-丨 transfer" In the temperature range, the liquid crystal phase is displayed. On the other hand, during the cooling process, 'the thermodynamically unbalanced state is used, so even if it is below the CN transfer temperature, the liquid crystal state is maintained by solidification. This state is called supercooling. In the present invention, the polymerizable liquid crystal compound and the polymerizable liquid crystal composition in a supercooled state are maintained in a liquid crystal phase. The ultraviolet irradiation intensity is usually in the range of 1 W/m 2 to 1 〇 kw/m 2 , preferably 38. 201014862 The range of 5W/m2 to 2kW/m2. Further, after the specific portion is polymerized by ultraviolet rays using a mask, the alignment state of the unpolymerized portion is changed by an electric field, a magnetic field or a temperature, and then the unpolymerized portion is polymerized. At this time, a liquid crystal polymer film having a plurality of regions having different alignment directions can be obtained. Further, when a mask is used to irradiate only a specific portion of the ultraviolet light, an electric field is applied. The magnetic field or the temperature is pre-regulated, and even if it is polymerized by directly irradiating light from the mask from this state, a liquid crystal polymer film having a plurality of regions having different alignment directions can be obtained. The liquid crystal polymer obtained by polymerizing the polymerizable liquid crystal composition of the present invention may be used as a monomer by being peeled off from the support, or may be used as an optical anisotropic body without being peeled off from the support. In particular, since the liquid crystalline polymer film obtained by (co)polymerizing the polymerizable liquid crystal composition of the present invention is a cholesteric liquid crystal film and has an extremely high reflectance, it is suitable for use as a polarizer in a liquid crystal display device. In addition, the liquid crystal polymer film as described above is laminated in a plurality of layers by a lamination method, and by selecting a selected wavelength of the selected liquid crystalline polymer, a multilayer polarizer of light throughout the visible spectrum can be obtained ( Refer to EP0720041). Further, it is also possible to use a broad-band polarizer in combination with an appropriate compound and processing conditions in place of the multilayer polarizer as described above. The method of the present invention can be exemplified by the methods described in WO 9808135, EP 0606940, GB2312529, ff〇96/08l35, and the like. 39 201014862 Further, a color filter can be produced using the polymerizable liquid crystal composition of the present invention. Therefore, the necessary wavelength is applied by a coating method conventionally used by the industry. Furthermore, the thermochromism of the cholesteric liquid crystal can be utilized. By adjusting the temperature, the color of the cholesterol changes from red to blue through the green. A mask can be used to define temperature aggregation for a particular frequency band. The liquid crystalline polymer obtained as described above preferably has a numerical average molecular weight of 500 to 500,000, more preferably 5, 〇〇〇 to 300,000. If it falls within the above range of the numerical average molecular weight, high film hardness can be obtained, and the handleability is also good. Therefore, it is preferred that the numerical average molecular weight of the liquid crystalline polymer can use monodisperse polyethylene as a standard sample and tetrafluoroethylene (for tetrafluoroethylene). TFH) As a solution, it is measured by gel permeation chromatography (GPC): The liquid crystalline polymer film of the present invention can be estimated to exist evenly at intramolecular crosslinking points. Since the polymerizable liquid crystal compound of the present invention can be obtained by (co)polymerization, the crosslinking efficiency is high and the hardness is good. The liquid crystalline polymer of the present invention can be used as a phase difference plate, an alignment film for a liquid crystal display element, a polarizing plate, and a viewing angle expansion plate by utilizing the anisotropy of the physical properties such as the alignment property and the refractive index, the dielectric constant, and the magnetic susceptibility. A constituent material of an optical anisotropic body such as a color filter, a low-pass filter, a photo-polarized iridium, and various filters. 4) Optical anisotropy According to a fourth aspect of the present invention, an optical anisotropic body comprising the liquid crystalline polymer of the present invention as a constituent material can be provided. The optical anisotropic body of the present invention includes a retardation plate, an alignment film for a liquid crystal display element, a polarizing plate, a viewing angle expansion plate, a color filter, a low-pass filter 40 201014862, a light polarizing plate, and various filters. Wait. The optical anisotropic body of the present invention has a liquid crystal polymer obtained by polymerizing the polymerizable liquid hydrazine composition of the present invention as a constituent material, and therefore has a uniform high-quality liquid crystal alignment property. EXAMPLES Hereinafter, the present invention will be described in detail by way of examples, but the invention is not limited thereto. Further, the parts and % are not limited to the weight basis. Further, the developed solvent ratio (the ratio of 丨, π > media ratio in the brackets) used for column chromatography is a volume ratio. (Example 1) Synthesis of polymerizable palmitic compound (1-1) [Chemical 15]

Compound (I -1) % Step 1: Synthesis of intermediate (a) [Chemical 16] /COOCH3

OHC—^ OH Intermediate (a) In a 4-reactor equipped with a cooler, a thermometer, and a dropping funnel, 15 g of methylmercapto salicylic acid (〇. 〇9m〇i), A14 5 g (0.45 mol) and 4-(didecylamino)pyridine were dissolved in 200 ml of four liters of oxime (hereinafter referred to as "THF"). 37.3 g (0.18 m〇l) of dicyclohexylcarbodiimide dissolved in 1 ml of THF was added at room temperature using a dropping funnel slowly. Thereafter, the reaction was carried out for 6 hours at room temperature. After the completion of the reaction, the mixture was filtered under reduced pressure. The yellow oil was purified by a sep. column chromatography (hexane: THF = 9: i) to give 13.4 g of Intermediate (a) as a white solid (yield: 82. 4%). Identification by 1H-NMR. (1H-NMR data of intermediate (a)) H-NMR (500 MHz, CDCI3, TMS, δ ppm): li 36(s 1H) ' 9.88 (s, lH), 8.39 (s, lH) ), 8.00 (d, 1H, j = 9 〇 Hz), 7 n (d, 1H, J = 9.0 Hz), 4.01 (s, 3H). Step 2: Synthesis of intermediate (b) [Chem. 17] oHc -Q-coq, hs * ooc-^_y-cH〇 intermediate (b) 86.3 g (0.57 mol) of terephthalic acid and 40 g of isosorbide in a nitrogen reactor equipped with a thermometer (0 23m〇1), 4 (dimethylamino)pyridine 7 〇g(〇〇57]n〇1) dissolved in 65〇mi of N-methylpyrrole. Slowly put in a water bath Butyl + (3-dimethylaminopropyl) carbodiimide hydrochloride (WSC) 110.2 g (0.57ffl 〇l) in this solution.

The reaction was carried out for 15 hours at the temperature. After the completion of the reaction, the reaction solution was poured into water Φ Q | T ' and extracted twice with 500 ml of ethyl acetate. The aqueous layer was removed by a knife-water operation, and the resulting acetic acid layer was dried under anhydrous magnesium sulfate. The ethyl acetate layer was concentrated by rotary evaporation under reduced pressure to give a pale yellow oil. The pale yellow oil was purified by EtOAc (EtOAc: EtOAc: EtOAc) The structure was identified by 1H-NMR. (1H-NMR data for intermediate (b)) 'H-NMRCSOOMHz, CDCla, TMS, δ ppm) : 10. 13(s, 1H) ' l〇.ll(s, 1H) ' 8.26(d, 2H, J = 8. 0Hz) ' 8.19(d, 2H, J = 8.0Hz) ' 8.00(d, 2H, J = 8.0Hz)> 7.97(d, 2H, J = 8.〇Hz) > ^ 5. 53(s,1H), 5.48(q, 1H' J = 5. 0Hz, J = 10. 5Hz), 5. 12(t, 1H, J = 5. 0Hz) '4.72(d, 1H, J = 5. 0Hz)' 4. 15-4.10(m, 4H) 〇Step 3: Synthesis of intermediate (c) [Chem. 18]

Intermediate (a) 8. 2 g (0. 〇 46 m〇l) was charged to this solution, and stirred at room temperature for 30 minutes. Thereafter, 9 g of the intermediate (b) (〇23m〇1) was dissolved in THF of Μ", and then the reaction was carried out for 4 hours at room temperature. The precipitated crystals were filtered and washed with ethanol to give a yellow solid. Since the solubility of the solvent used for purification is low and the purification is difficult, the yellow solid containing the intermediate (c) is used as it is in the following step. 43 201014862 Step 4: Polymerization of the compound of the palm compound (diporide) In a 4-port reactor equipped with a thermometer, a yellow solid containing the intermediate (c) synthesized in the previous step 3, 7〇8, 2_ propylene oxide ethyl succinic acid 4. 6g (21. 3mmol), 4-(dimethylamino)pyridinium · 26g (2. lmmol) dissolved in 2〇〇ml of N, N-dimethyl Base amine (hereinafter referred to as "DMF"). 4. lg (21 4 μ〇1) of ethyl ethyl(3-dimethylaminopropyl)carbonium diimine hydrochloride (wsc) was added to the solution at room temperature. Thereafter, the reaction was carried out for 18 hours at room temperature. After the completion of the reaction, the reaction solution was poured into water and extracted twice with 2 ml of ethyl acetate. The aqueous layer was removed by a liquid separation operation, and the obtained ethyl acetate layer was dried over anhydrous magnesium sulfate and filtered to remove magnesium sulfate. The ethyl acetate layer was concentrated on a rotary evaporator to give a pale yellow oil. The product was purified to give a pale yellow solid (yield: n-hexane: THF~5:5). The structure was identified by lH_NMR. (1H NMR data of the polymerizable compound (dipor)) ^-NMRCBOOMHz, CDCh, TMS, 5 ppm): 8.71 (s, 1H) ^ 8-69 (s, lH), 8.68 (s, lH), 8.68(s,lH), 8.48-8.47(m, 2H), 8.18(d, 2H, J = 8.5Hz) ^ 8. 12-8. 07(m, 4H), 7*96'7.92(m, 4H > 7. 24(dd, 2H, J = 1.5Hz, J = 8. 5Hz) ^ 6-44(d(i, 2H, J = l. 3Hz, J = 17.3Hz) ' 6. 14(dd , 2H, 5Hz, 17.3Hz), 5.86(dd, 2H, J = l.3Hz, J = 10.5Hz), 5.53(s,1H), 5.47(q,1H, J = 5. 0Hz, J = L〇· 5Hz), 5.12(t, 1H, J = 5.0Hz), 4.73(d, 1H, J = 5.〇Hz), 4.39(s, 8H), 4· 15-4· 14(m , 2H), 4. ll (d, 2H, J = 5. 0Hz), 3. 92(s, 6H), 44 201014862 3.02(t, 4H, J=7.〇H,).2.83(t5 4Rj J = ? 〇 Hz) (Example 2) Polymerization of the palm compound (i_2)

Ooc- compound (I-2)

JOOCHa Polymerization Steps for the Synthesis of Palm Compound (H) 4 propylene-glycine-based ketone-based benzoic acid (manufactured by Shibahe Corporation, Japan) Take K 2-propyl sulfonate The same reaction is carried out by the synthesis method of the acid-free compound (1-1), and the reaction obtained by purifying the column chromatography (n-hexane: THF = 5: 5) is carried out to obtain a polymerization. Sexual versus palm compound (〗 〖). Construction b Kun. Identification. ^ΗΗ(1H_NMR data of polymerizable versus palmitic compound) (H-NMR (400MHz, CDCls, TMS, < 5 ppm) : 8. 68(m, 4H) ' ^ 8.48(s, 2H ), 8. 16-8.08 (m, 10H), 7.92 (t, 4H, J = 9.〇Hz), 7.33 (d, 2H, J = 8.2Hz), 6.97 (d, 4H, J = 8.2Hz) , 6.38 (d, 2H, J = 17.4 Hz), 6.13 (dd, 2H, J = 10.1 Hz, J = 17.4 Hz), 5.81 (d, 2H, J = 10.1 Hz), 5.51 (s, lH), 5.45 (dd,1H, J = 5.0Hz, J = 10. 5Hz) ' 5. 09(t, 1H, J = 5. 0Hz) ' 4. 71 (d, 1H, J = 4. 6Hz), 4.19-3 99 (m, 12H), 3.77 (s, 6H), 1.83-1.45 (m, 16H). (Example 3) Synthesis of polymerizable palmitic compound (1-3) [Chem. 20] 45 201014862

Compound (I-3) Step 1: Synthesis of intermediate (d) [Chem. 21]

Step 3 of the polymerization of the palmitic compound (1-1), except that ethyl vanillin (3-ethoxyxo-4-hydroxybenzaldehyde) is substituted for the intermediate (3) The synthesis of the compound (H) was carried out in the same manner to give a yellow solid containing the intermediate (d). The obtained yellow solid containing the intermediate (d) was used in the next step without purification. Step 2: Synthesis of polymerizable palmitic compound (〖_3) In a 4-port reactor equipped with a thermometer, a nitrogen stream, the previous step 1 was obtained to obtain a yellow solid containing the intermediate (d) 3. 〇g, 2_ Propylene oxime ethyl succinic acid 2. 0g (9. 25mni〇l), 4-(dimethylamino)pyridinium. 〇5g (〇4mm〇1)

Dissolved in 200 ml of DMF. After adding diethyl _3_(3 dimethylaminopropyl) carbodiimide hydrochloride (wsc) 41g (2l 4mm〇i) in this solution at room temperature, it is carried out at room temperature for 8 hours. reaction. After the completion of the reaction, the reaction mixture was poured into water, and the aqueous layer was removed by a liquid separation operation using acetic acid, and then the ethyl acetate layer was filtered, and then ethyl acetate (200 ml) was taken and extracted twice. The obtained ethyl acetate was dried over anhydrous magnesium sulfate. The ethyl acetate layer was evaporated to give a pale yellow oil. The obtained oil was purified by a silica gel column chromatography (methanol: ethyl acetate = 95: 5) to give a pale-yellow solid to give a polymer. It was identified by j-NMR. (1H-NMR data of the polymerizable compound (1-3)) 1H-NMR (400 MHz, CDCls, TMS, 5 ppm): 8. 66 (d, 2H J = 6. 0), 8. 59- 8. 55(m, 2H), 8. 16-8· 05(m, 4H), 7. 9〇 (t 4H, J = 8. 0Hz), 7. 56(s, 2H), 7. 30- 7· 2 0 (m, 2H), 7. 12 (m, , 2H), 6. 42 (d, 2H, J = 17· 4Hz), 6. 12 (dd, 2H, J = l〇. iHz, J = 17.4 Hz), 5.84 (d, 2H, J = 10.1 Hz), 5.52 (s, lH), 5.46 (dd, 1H, J = 5.5 Hz, J = l 〇. 5 Hz) ' 5. l〇(t , 1H, J = 5. 5Hz) > 4. 71 (d, 1H, J = 4.2Hz), 4.40-4.05(m, 16H), 3.00-2.75(m, 8H), 1. 42("t , 6H, J = 6. 9Hz). (Example 4) Synthesis of polymerizable palmitic compound (I_4) [Chem. 22]

5克(9. 9g(9.) </ br> </ br> </ br> </ br> </ br> </ br> </ br> 24 mmol), methane sulfonium gas 1. ig (9. 6 mm 〇 1) Loose in 5 〇 ml of THF. After cooling with an ice bath, triethylamine 1.0 g (9.88 mmol) was added dropwise over 3 minutes, and after the completion of the dropwise addition, the reaction was carried out at the same temperature for 1 hour. Next, 3.0 g of the yellow solid 47 201014862 body containing the intermediate (d) obtained above and 0.12 g of 4-(dimethylamino)pyridine (9 88 mm 〇 1) were added to the reaction liquid. Next, 1.0 g (9.88 mmol) of triethylamine was added dropwise thereto under ice bath for 30 minutes, and after completion of the dropwise addition, the reaction was further carried out at room temperature for 4 hours. After the completion of the reaction, 150 ml of methanol was introduced into the reaction liquid over 1 hour, and the precipitate which precipitated was recovered by filtration, and the decyl alcohol was washed. The obtained filtrate was dissolved in a gas mixture, and purified by a rubber column chromatography (gas: ethyl acetate = 95: 5) to obtain a polymerizable palmitic compound (1-4) of 0.56 g of a yellow solid. . The structure was identified by 1 h-NMR. (1H-NMR data of the polymerizable compound (1-4)) _ 1H-NMR (400 MHz, CDCh, TMS, 5 ppm): 8. 53 (d, 2H,

J = 6.〇Hz), 8.49(d,2H,J = 2.8Hz), 8.02-7.94(m,8H), 7.77(t,4H, J=9.2Hz), 7.46(s,2H), 7.21( d, 2H J = 8. 2 Hz), 7. 09 (m, 2H), 6. 82 (d, 4H, J = 8. 7 Hz), 6.4 〇 (d, 2H, J = n. 4 Hz), 6.12 (dd, 2H, J = 10.1 Hz, J = l7.4 Hz), 5.83 (d, 2H, J = 1 〇.ihz), 5.53 (s, lH), 5.46 (dd, 1H j = 5.5 Hz, J = 10. 5Hz), 5.10(t,1H,J = 5. 5Hz), 4.72(d 1H j=4.6Hz), 4.20-4.〇6(m, 16H), 1·83-1.45(m , 22H). ^ (Example 5) Synthesis of polymerizable palmitic compound (1-5) [Chem. 23]

Step 1: Synthesis of intermediate (e) [Chem. 24] 48 201014862

Among the steps 3 in the synthesis of the palmitic compound (1-1), 3-fluoro-4-hydroxybenzaldehyde is used in place of the intermediate (3), and the polytropic palm compound (H) is used. The same reaction was carried out by a synthetic method to obtain a yellow solid containing a dimer (e). This intermediate (e) was used in the next step without further purification. m Step 2. Polymerization of the compound of the palm compound (丨 5) Polymerization of the intermediate compound (6) obtained in the first step of the preparation of the palm compound (1-3) The yellow solid is replaced by a yellow solid containing the intermediate (d), and the same reaction and post-treatment as in the polymerization of the palmitic compound (1-3) are carried out by gel column chromatography (gas imitation). : ethyl acetate = 95:5) The obtained reaction mixture was purified to give a polymerizable compound (1-5) as a yellow solid. The structure was identified by 1H-NMR. ^ (1H-NMR data of the polymerizable compound (1-5)) 1H-NMR (400 MHz, CDCls, TMS, &lt; 5 ppm) : 8. 68 (d, 2H, J = 6.0 Hz), 8.63 (d, 2H, J = 2.3Hz), 8.15 (d, 2H, J = 8.2Hz), 8.09 (d, 2H, J = 8.2Hz), 7.92 (t, 4H, J = 9.0Hz), 7.73 (d , 2H, J = 10.6Hz) ' 7.56(d, 2H, J = 8.2Hz) ' 7.27(m, 2H) &gt; 6. 42(d, 2H, J = 17.4Hz) ' 6. 12(dd, 2H , J = l〇. 1Hz, J = 17.4Hz), 5.84(d, 2H, J = 10.1Hz), 5.52(s,lH), 5.45(dd, 1H, J = 5.2Hz, J = 10. 8Hz) ' 5. l〇(t, 1H, J = 5. 0Hz) ' 4. 71 (d, 1H, J = 4.6Hz), 4.37(s, 8H), 4. 10-4. 08(m, 4H) , 201014862 3·00-2.75 (m, 8H). (Example 6) Synthesis of polymerizable palmitic compound (1_6) [Chem. 25]

In the synthesis of the palmitic compound (1-4), the yellow solid containing the intermediate (e) obtained above is used in place of the yellow solid containing the intermediate (d), and the polymerizable palm compound is 1_4) Synthetic method The same reaction and post-treatment 'reduced the reaction mixture by the yarn knee column chromatography (gas: ethyl acetate = 95.5) ^ to obtain a polymerizable palmitic compound (1- 6). The structure was identified by 1H-NMR. (j-NMR data of the polymerizable compound (I-6)) 1H-NMR (400 MHz, CDCls, TMS, &lt; 5 PPm) : 8. 68 (d &gt; 2H, J = 6 · 0 Hz), 8.63 (d, 2H, J=2.3Hz), 8.18~8·〇9(m 8H), 7.93(t, 4H, J=9.2Hz), 7.78(d, 2H, J=l〇.5Hz), 7.62( d, 2H, J = 8. 2Hz), 7. 36(d, 2H, J = 8. 2Hz), 6. 98(d, 4H, QJ = 8.7Hz), 6.40(d, 2H, J = 17.4Hz ), 6.12 (dd, 2H J = 10 1Hz, J = 17.4Hz), 5.81 (d, 2H, J = 10.1Hz), 5.53(s, iH), 5.46 (dd, 1H, J = 5.5, J = l 〇.2 Hz), 5.10 (t, 1H, J = 5.5 Hz), 4.72 (d, 1H, J = 4.6 Hz), 4·20-4.04 (m, 12H), 1. 83-1·45 (m, 16H). (Example 7) Synthesis of polymerizable palmitic compound (1-7) [Chem. 26] 50 201014862

Ch3 compound (I-7) Step 1: Synthesis of intermediate (f) [Chem. 27]

Intermediate (1) In the synthesis of the palmitic compound (1-1), 4-hydroxy-3,5-dimethylbenzaldehyde is used in place of the intermediate (a), and a polymerizable compound is synthesized. (1-1) The same reaction was carried out to obtain a yellow solid containing intermediate (f). This intermediate (f) was used in the next step without purification. Step 2: Synthesis of polymerizable palmitic compound (1_7)

In the synthesis of the palmitic compound (I-4), the yellow solid containing the intermediate (f) obtained above is substituted for the yellow solid containing the intermediate (d) to carry out the polymerization with the palmitic compound. (1_4) Synthetic method The same reaction and post-treatment were carried out, and the obtained reaction mixture was purified by silica gel column chromatography (gas: ethyl acetate = 95:5) to obtain a polymerizable palm compound (Bu Na. The structure was identified by 1H-NMR. (Polymerization of the ih_nmr data of the palm compound (1_7)) δ PPm) : 8. 70 (d, 2H, 8·21-8.09 (m, 8H) ' 4H) ' 6. 98(d, 4H, 51 1 H-NMR (400MHz, CDCh, TMS, J = 6.〇Hz), 8.64 (d, 2H, J = 2.7Hz) 7. 93(t,4H,J = 9. 2Hz ), 7. 64 (s' 201014862 J = 8. 7Hz) &gt; 6. 40(d, 2H, J = 17. 4 Hz) &gt; 6. 12(dd, 2H, J = 10.1Hz, J = 17.4 Hz), 5.81 (d, 2H, J = 1 〇.ihz), 5.54 (s, lH), 5.47 (dd, Ifl, J = 5.2 Hz, J = 10.5 Hz), 5.11 (t, 1H, J = 5.0) Hz), 4.73 (d, 1H, J = 4.6 Hz), 4.20-4. 〇4 (m, 12H), 2.26 (s, 12H), I 83-1.45 (m, 16H). (Helical torsion force (HTP) Determination) ZEONOA film (〇PTES) One side of the ZF16-100) was subjected to corona discharge treatment. Secondly, a 5 mass% aqueous solution of polyvinyl alcohol (manufactured by Kuraray Co., Ltd., Poval Mp2〇3) was applied thereto, and then 1 制造c After drying for 3 minutes, the film was rubbed with a felt roller to form an alignment film to obtain a substrate. The polymerizable liquid crystal compound 1 was dissolved in 15 parts of cyclopentanone to form a solution. A photopolymerization initiator was added to the solution. (Manufactured by Ciba Specialty Chemicals Co., Ltd.: Irgacurel 919) 3.3 parts of 6.5 parts of palmizing agent and 117 parts of surfactant (using 1% by weight of cyclopentanone solution), and completely dissolving the whole to prepare a polymerizable liquid crystal composition The polymerizable palmitic compound (1-1) to (1-7) synthesized in Examples 1 to 7 were used for the palmizing agent. The polymerizable liquid crystal compound was produced by the method described in Japanese Patent Application No. 2008-92093. A compound (a compound of the following formula (LC)). The surfactant is KH-40 manufactured by Seimi Chemical Co., Ltd. [Chem. 28] 52 201014862

(LC). In the same manner, the polymerized liquid crystal composition obtained by the above method was used as a sample by using a polytetrafluoroethylene syringe filter of Kong Lizhen 45(4). The obtained sample was applied onto the alignment film of the above substrate, and dried for 2 minutes to form a coating film. Knife Next, a coating film corresponding to 2000 mJ/cm2 η is irradiated with a mercury lamp, and (4) a film having a thickness of about 5 cm (four) (10) is formed. λ is a measurement of the center value λ (m) of the selective reflection band of the cholesterol polymer cured film by a spectrophotometer (manufactured by Otsuka Electronics Co., Ltd., instantaneous multi-photometry system MCPD-3000), and the helical torsion force ΗΤρ is obtained by the following equation. [Expression 1] Formula: ΗΤΡ = η / (λ X c) In the above formula, 'C is the concentration of the palmizing agent relative to the polymerizable liquid crystal composition (mass portion / 100), and η is a polymerizable liquid crystal compound The average refractive index. The results are shown in Table 1. Table 1 Polymeric versus palm compound HTP (//zm) 1-1 32.0 1~2 46.5 1-3 32.2 1-4 47· 0 1-5 25.5 1-6 29.6 1-7 42.7 Polymerization versus palm The compounds are known from Table 1. Examples 1 to 7 53 201014862 (1-1) to (1-7) have high helical twisting force (HTP). [Simple description of the diagram] No 0 [Description of main component symbols] None.

54

Claims (1)

201014862 VII. Patent application scope: 1 · A polymeric palm-like compound, the following formula (I) means: [Chemical 1] Z1-Y1- G Υ2-Υ1)^Υ3-Α2-^1 ^-ΑΒ-ΥΑ -Χ-Υδ-Αβ^^-Αδ-Υδ Ten A6-Y7\G2-Y8-Z2 (D [wherein Y1-Y8 each independently represents a chemical single bond-0-, -s-, 〇_C ( - 0 ) -, - C (=〇) - 〇-, - 〇- C ( = 0 ) - 0 -, - N R1 - C (= 0 )-, -C(=0)-NR1---0 -C( = 0)-NR1---NR1-C(=0)-0---NR1-C(=0)- NR1-, -0-NR1-, or -Nf-o-, here, R1 represents a hydrogen atom or a carbon group having 1 to 6 carbon atoms, and G1 and G2 each independently represent a carbon number which may have a substituent, and a divalent aliphatic group, in which an aliphatic group can be inserted into _〇_, s , -〇-C(=0)-, -c(=〇)-〇-, _〇_c(=〇)_〇_, _nr2_c(=〇)_, -C( = 〇)-NR2-, Or _c( = 〇)_, except that _〇 and _s are inserted adjacent to each other by 2 or more. Here, R2 represents a hydrogen atom or a carbon number, and a burning group of 1 to 6, and Z1 and Z2 each independently represent Alkenyl group having 2 to 10 carbon atoms substituted by a halogen atom, Q-Q4 each independently a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent, and each of A1 to A6 independently represents a divalent aromatic A having a carbon number of 63 Å, and X represents any of the following (Xi) to (X_vi). Group, [Chem. 2] 55 201014862 (wherein * represents a bonding hand, and Li to L4 each independently represent a carbon group of carbon number 4, an alkoxy group having a carbon number of 1 to 4, a halogen atom, -C00R3, -0C0R3, -0C00R3, -C0NHR3, or NHC0R3. Here, R3 represents a hydrogen atom or a burnt group having 1 to 6 carbon atoms, and a and b are each independently 〇 or 1). 2. The polymerizable palmitic compound according to claim 1, wherein A1 to A6 each independently represent a phenyl group which may have a substituent, a phenyl group which may have a substituent, or may have a substituent Naphthyl. 3. The polymerizable palmitic compound as described in claim 1 wherein Z1 and Z2 are each independently CH2 = CH-, CH2=C(CH3)-, CH2 = C (C1)-, CH2 = CH-CH2-, CH2=C(CH3)-CH2-, CH2 = C(CH3)-CH2CH2-, (CH3)2C=CH-CH2-, ch3-ch=ch-, or CH3-CH = CH-CH2-. 201014862 4. The polymerizable palmitic compound according to claim 1, wherein X is the following (X-iii) in the above formula (I). CX-iii) where * means the combined hand. 5. The polymerizable palmitic compound according to claim 1, wherein Y1 to Y8 are each independently -C(=0)-0-, -0-c(= o) _, or -〇-, G1 and G2 are each independently - can insert 0-, -0( = 0)-0-, _0-C( = 0)-, -C( = 0)--(CH2 6- or -(CH2)4-, Z1 and Z2 are each independently CH2=CH-, CH2=C(CH3)- or CH2=C(C1)-, and 146 each independently represents the following (^-〇, (person-;^) or (person-丨^) [化4] 57 201014862 (A-i) (A-ii) (A-iii) In the above formula, 氺 represents a bonding hand, and X^Xu each independently represents a hydrogen atom, a dentate atom, an alkyl group having a carbon number of 1 to 1 可以 which may have a substituent, a gas group, a nitro group, and an OR group. , -0-C(=0)-R4, -C(=〇)-〇R4, -〇~c(=〇)-〇R4, -NR5-c(=〇)-r, -c(=0 ) N(r)r, or _〇-c(=〇)_n(r4)r5, wherein R and R each independently represent a hydrogen atom, or a 6-group of carbon number ho which may have a substituent, t ^ And / or R5 is (four) m in the burning base 'can be inserted ♦, a s_, +c (= 〇) _ "c (rang _,, -nr6-c (=0) _, _c („6_, _nr6_ Or -C(4))-, except that ♦ and _s_ are each adjacent to 2 or more and are inserted, except here, R1 represents a hydrogen atom or an alkyl group having a carbon number of 2. In the patent application, item 1 The aggregation: the palm-to-palm compound [in the above formula (1), Υ1 to Υ8 are each independently 〇 〇 、, 201014862 -0-C (=0)-, or -〇-, G1 and G2 Independently _((:112)6_ or _((:112)4 one, Z1 and Z2 are each independently, cH2=CH_, or ch2=C(CH3), Ab A6 each independently represents the following (Α_ Base shown Mission, [Chemical 5] In the above formula, * represents a bonding hand, and Χι~Κ each independently represents a hydrogen atom, an i atom, an alkyl group having a carbon number of 11 (), a cyano group, a nitro group, a -OR4, a -C-C group which may have a substituent. 〇〇)-R4, _c(=〇)_〇r4, _〇c( = 〇)_〇r4, -NR5-C(=〇)-i^, _C(; = 〇)_n(R4)r5, 4_〇_c(=〇)_n(r4)r5, r4' R each independently represents a halogen atom, or a carbon number which may have a substituent [IQ alkyl group, when R4 and/or R5 are an alkyl group, In the alkyl group, _〇-, -0-CO0)-, -C(= 〇)-〇-, _0_c(=0)_0_, %-NR6-C(=0)-, a c can be inserted. ( = 〇) - NR6_, _nr6_, or _c( = 〇)_, except that -〇- and -S- are adjacent to each other by 2 or more, where R6 represents a hydrogen atom or a carbon number alkyl group. . 7. The polymerizable palmitic compound according to claim 1, wherein Y1 to Y8 are each independently a c(=〇)_〇_, -〇-C(=〇 )-, or _〇_, G! and G2 are each independently - (CH2)6- or -(CH2)4-, Z1 and Z2 are each independently, CH2=CH-, 59 201014862 Qi~Q4 each independently represents hydrogen Atom or methyl group, A1 A6 each independently represents a group represented by the following (A_i) [Chemical 6] 乂3 X4 * (Ai) In the above formula, * represents a bonding hand, and Χι~Χ4 each independently represents a hydrogen atom, a pixel atom, an alkyl group having a carbon number of 10, a cyano group, a nitro group, and a (10) 4 group. —0-C(=0)-R4 _:-C( = 0)-0R4, R4 represents a hydrogen atom, or may be a substituted carbon number group. When R4 is an alkyl group, the alkane In the base, _〇_, _s_, -〇_c(=〇)_, ^(4) 0 or C(0) may be inserted, except that -S- is inserted adjacent to each other by 2 or more. δ'. A polymerizable liquid crystal group release containing the polymerizable palmitic compound and the polymerizable liquid crystal compound described in the patent application. 9_ A liquid crystalline polymer obtained by polymerizing a polymerizable liquid crystal composition as described in claim 8 of the patent application. 10. An optical anisotropic body which is a constituent material of the liquid crystalline polymer described in claim 9 of the patent application. 60 201014862 - IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: None. 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: [Chemical 1] Work. ❹ (I) VI. Description of the invention: [Technical field of the invention] The present invention relates to a high helical torsion force A novel polymerizable chiral compound, a polymerizable liquid crystal composition containing the polymerizable palmitic compound, a polymerizable liquid crystal composition obtained by polymerizing the polymerizable liquid crystal composition, and a liquid crystal polymer as a constituent material. Optical anisotropic body. [Prior Art] A resin layer having a regularity of cholesterol (hereinafter also referred to as "cholesterol resin layer") has a characteristic of reflecting circularly polarized light in a rotating direction in accordance with a regular spiral rotation direction of cholesterol (hereinafter, this characteristic is also This is called "selective reflection characteristics"). The wavelength band exhibiting this selective reflection characteristic is determined by the regularity period of cholesterol. By broadening the regularity of the periodic distribution of cholesterol,